N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis
In the title carbohydrazide, C10H7N3O4S, the dihedral angle between the terminal five-membered rings is 27.4 (2)°, with these lying to the same side of the plane through the central CN2C(=O) atoms (r.m.s. deviation = 0.0403 Å), leading to a curved molecule. The conformation about the C=N imine bond...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2016
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| Online Access: | http://eprints.sunway.edu.my/644/ http://eprints.sunway.edu.my/644/1/Acta%20E_RC%202016%2072%201025.pdf |
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| author | Cardoso, Laura N. F. Nogueira, Thais C. M. Wardell, James L. Wardell, Solange M. S. V. Souza, Marcus V. N. de Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_facet | Cardoso, Laura N. F. Nogueira, Thais C. M. Wardell, James L. Wardell, Solange M. S. V. Souza, Marcus V. N. de Jotani, Mukesh M. Tiekink, Edward R. T. * |
| author_sort | Cardoso, Laura N. F. |
| building | SU Institutional Repository |
| collection | Online Access |
| description | In the title carbohydrazide, C10H7N3O4S, the dihedral angle between the terminal five-membered rings is 27.4 (2)°, with these lying to the same side of the plane through the central CN2C(=O) atoms (r.m.s. deviation = 0.0403 Å), leading to a curved molecule. The conformation about the C=N imine bond [1.281 (5) Å] is E, and the carbonyl O and amide H atoms are anti. In the crystal, N-H...O hydrogen bonds lead to supramolecular chains, generated by a 41 screw-axis along the c direction. A three-dimensional architecture is consolidated by thienyl-C-H...O(nitro) and furanyl-C-H...O(nitro) interactions, as well as [pi]-[pi] interactions between the thienyl and furanyl rings [inter-centroid distance = 3.515 (2) Å]. These, and other, weak intermolecular interactions, e.g. nitro-N-O...[pi](thienyl), have been investigated by Hirshfeld surface analysis, which confirms the dominance of the conventional N-H...O hydrogen bonding to the overall molecular packing. |
| first_indexed | 2025-11-14T21:14:17Z |
| format | Article |
| id | sunway-644 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:14:17Z |
| publishDate | 2016 |
| publisher | International Union of Crystallography |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-6442020-10-07T10:01:23Z http://eprints.sunway.edu.my/644/ N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis Cardoso, Laura N. F. Nogueira, Thais C. M. Wardell, James L. Wardell, Solange M. S. V. Souza, Marcus V. N. de Jotani, Mukesh M. Tiekink, Edward R. T. * QD Chemistry In the title carbohydrazide, C10H7N3O4S, the dihedral angle between the terminal five-membered rings is 27.4 (2)°, with these lying to the same side of the plane through the central CN2C(=O) atoms (r.m.s. deviation = 0.0403 Å), leading to a curved molecule. The conformation about the C=N imine bond [1.281 (5) Å] is E, and the carbonyl O and amide H atoms are anti. In the crystal, N-H...O hydrogen bonds lead to supramolecular chains, generated by a 41 screw-axis along the c direction. A three-dimensional architecture is consolidated by thienyl-C-H...O(nitro) and furanyl-C-H...O(nitro) interactions, as well as [pi]-[pi] interactions between the thienyl and furanyl rings [inter-centroid distance = 3.515 (2) Å]. These, and other, weak intermolecular interactions, e.g. nitro-N-O...[pi](thienyl), have been investigated by Hirshfeld surface analysis, which confirms the dominance of the conventional N-H...O hydrogen bonding to the overall molecular packing. International Union of Crystallography 2016 Article PeerReviewed text en http://eprints.sunway.edu.my/644/1/Acta%20E_RC%202016%2072%201025.pdf Cardoso, Laura N. F. and Nogueira, Thais C. M. and Wardell, James L. and Wardell, Solange M. S. V. and Souza, Marcus V. N. de and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2016) N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis. Acta Crystallographica Section E Crystallographic Communications, 72 (7). pp. 1025-1031. ISSN 2056-9890 http://dx.doi.org/10.1107/S2056989016009968 doi:10.1107/S2056989016009968 |
| spellingShingle | QD Chemistry Cardoso, Laura N. F. Nogueira, Thais C. M. Wardell, James L. Wardell, Solange M. S. V. Souza, Marcus V. N. de Jotani, Mukesh M. Tiekink, Edward R. T. * N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title | N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title_full | N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title_fullStr | N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title_full_unstemmed | N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title_short | N′-[(1E)-(5-Nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and Hirshfeld surface analysis |
| title_sort | n′-[(1e)-(5-nitrofuran-2-yl)methylidene]thiophene-2-carbohydrazide: crystal structure and hirshfeld surface analysis |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/644/ http://eprints.sunway.edu.my/644/ http://eprints.sunway.edu.my/644/ http://eprints.sunway.edu.my/644/1/Acta%20E_RC%202016%2072%201025.pdf |